Motoki Murai, Takuya Kaji, Takefumi Kuranaga, Hiroshi Hamamoto, Kazuhisa Sekimizu and Masayuki Inoue, Ang. Chem. IEE, 2015, 54, 1556-60.
Lysocinâ€…E, a macrocyclic peptide, exhibits potent antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) through a novel mechanism. The first total synthesis of lysocinâ€…E was achieved by applying a full solid-phase strategy. The developed approach also provides rapid access to the enantiomeric, epimeric, and N-demethylated analogues of lysocinâ€…E. Significantly, the antibacterial activity of the unnatural enantiomer was comparable to that of the natural isomer, suggesting the absence of chiral recognition in its mode of action.